Dyes and Pigments, volume 162, pages 189-195

“Turn on” orange fluorescent probe based on styryl-BODIPY for detection of hypochlorite and its application in live cell imaging

Jantra Suthikorn 1
Butta Patcharavadee 2
Jithavech Ponsiree 3
Rojsitthisak Pornchai 4
Palaga Tanapat 2
Rashatasakhon Paitoon 1
Sukwattanasinitt M. 1
Wacharasindhu Sumrit 1
1
 
Nanotec-CU Center of Excellence on Food and Agriculture, Department of Chemistry, Faculty of Science, Chulalongkorn University Bangkok 10330, Thailand.
2
 
Department of Microbiology Faculty of Science Chulalongkorn University Pathumwan Bangkok 10330 Thailand
3
 
Pharmaceutical Chemistry and Natural Products Program, Faculty of Pharmaceutical Sciences, Chulalongkorn University, Bangkok, 10330, Thailand
4
 
Department of Food and Pharmaceutical Chemistry, Faculty of Pharmaceutical Sciences, Chulalongkorn University, Bangkok, 10330, Thailand
Publication typeJournal Article
Publication date2019-03-01
Quartile SCImago
Q1
Quartile WOS
Q1
Impact factor4.5
ISSN01437208, 18733743
General Chemical Engineering
Process Chemistry and Technology
Abstract
Fluorescent probes are great tools for visualization and imaging of reactive oxygen species (ROS) in living cells. Although several probes perform well with green emission, however, to maximize tissue penetration and minimize interference from auto-fluorescence, a probe with longer wavelength is desirable. In this study, boron-dipyrromethene (BODIPY)-based fluorescent probe SB2 with high cell penetration and ROS selectivity, has been developed for detection of intracellular ROS. SB2 has two styryl groups anchored to the BODIPY pyrrole rings to extend the emission wavelength into the red region (657 nm) and also to act as a new receptor for ROS. In aqueous media, the probe demonstrated colorimetric change from blue to purple and orange fluorescence turn-on at 590 nm, selectively to hypochlorite, with the detection limit of 0.26 μM. The several oxidative intermediates were observed by mass spectrometry. Fluorescence detection with SB2 of endogenous ROS, in RAW264.7 macrophages, induced by lipopolysaccharide (LPS) or addition of exogenous NaOCl was observed in the orange field (570–620 nm).

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Jantra S. et al. “Turn on” orange fluorescent probe based on styryl-BODIPY for detection of hypochlorite and its application in live cell imaging // Dyes and Pigments. 2019. Vol. 162. pp. 189-195.
GOST all authors (up to 50) Copy
Jantra S., Butta P., Jithavech P., Rojsitthisak P., Palaga T., Rashatasakhon P., Sukwattanasinitt M., Wacharasindhu S. “Turn on” orange fluorescent probe based on styryl-BODIPY for detection of hypochlorite and its application in live cell imaging // Dyes and Pigments. 2019. Vol. 162. pp. 189-195.
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TY - JOUR
DO - 10.1016/j.dyepig.2018.10.007
UR - https://doi.org/10.1016%2Fj.dyepig.2018.10.007
TI - “Turn on” orange fluorescent probe based on styryl-BODIPY for detection of hypochlorite and its application in live cell imaging
T2 - Dyes and Pigments
AU - Jantra, Suthikorn
AU - Butta, Patcharavadee
AU - Jithavech, Ponsiree
AU - Rojsitthisak, Pornchai
AU - Palaga, Tanapat
AU - Rashatasakhon, Paitoon
AU - Sukwattanasinitt, M.
AU - Wacharasindhu, Sumrit
PY - 2019
DA - 2019/03/01 00:00:00
PB - Elsevier
SP - 189-195
VL - 162
SN - 0143-7208
SN - 1873-3743
ER -
BibTex
Cite this
BibTex Copy
@article{2019_Jantra,
author = {Suthikorn Jantra and Patcharavadee Butta and Ponsiree Jithavech and Pornchai Rojsitthisak and Tanapat Palaga and Paitoon Rashatasakhon and M. Sukwattanasinitt and Sumrit Wacharasindhu},
title = {“Turn on” orange fluorescent probe based on styryl-BODIPY for detection of hypochlorite and its application in live cell imaging},
journal = {Dyes and Pigments},
year = {2019},
volume = {162},
publisher = {Elsevier},
month = {mar},
url = {https://doi.org/10.1016%2Fj.dyepig.2018.10.007},
pages = {189--195},
doi = {10.1016/j.dyepig.2018.10.007}
}
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